HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 73386918, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Carbonic acid, 1-chloroethyl ethyl ester | HCID 162095 | — |
| Reactant | Vemurafenib | HCID 42611257 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 73386918 | HCID 73386918 | 50.3% |
Reaction Steps
To a solution of N-(3-(5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide (0.1 g, 0.2 mmol) in DMF (1 mL) was added K2CO3 (85 mg, 0.6 mmol). The reaction was stirred at rt for 10 min, followed by the addition of TBAB (132 mg, 0.4 mmol) and a solution of 1-chloroethyl ethyl carbonate (35 mg, 0.25 mmol) in DMF (100 μA). The mixture was stirred at rt for 16 h, then diluted with EtOAc (40 mL) and filtered. The filtrate was concentrated in vacuo and the residue was purified by a silica gel column chromatography (PE/EtOAc (v/v)=4/1) to afford the title compound as a white solid (61 mg, 50%). The title compound was characterized by LC-MS and 1H NMR as shown below:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09399639B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-7dd92609a6de4700abb22b1b3e75375d |
| Source note | uspto-grants-2016_07 |